Photo by Timothy Kilkenny

Holiday Rentals in Oregon

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Holiday Rentals in Oregon

Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!

10.0 out of 10, Exceptional, (2)
"Perfect location for a family get together. Away from the hustle bustle, but close enough to restaurants and stores. House is clean, spacious and the pool is well maintained."
The price is €2,024
includes taxes & fees
20 Jul - 21 Jul
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!

Spacious Executive 2BR Home Near Shopping & Dining

10.0 out of 10, Exceptional, (11)
"This property is even better in person than the pictures already show, in a nice little quiet neighborhood! Kevin the host is awesome as well, couldn’t have had a better stay! Highly recommend and I will be staying again!!"
Spacious Executive 2BR Home Near Shopping & Dining

*Family Retreat* *Indoor Pool* *Arcade*

9.8 out of 10, Exceptional, (8)
"Great place. Love the big heated pool with a deep end. Arcade and table games was a nice touch. Very spacious and clean. "
*Family Retreat* *Indoor Pool* *Arcade*

New Luxury & Spacious House in the Heart of Janesville

2.0 star property
9.0 out of 10, Wonderful, (4)
"Audrey was very helpful, even let us check in early. We were there for my dad’s funeral and it was nice to have social spaces for us to gather. "
The price is €425
includes taxes & fees
23 Jul - 24 Jul
New Luxury & Spacious House in the Heart of Janesville

HotTub/Kayaks/Arcade Your Dream Vacay Starts Here

10.0 out of 10, Exceptional, (16)
"Excellent place!"
HotTub/Kayaks/Arcade Your Dream Vacay Starts Here

Waterfront - Hot Tub - Sauna - Game Room - Pets

10.0 out of 10, Exceptional, (1)
"This rental made for the perfect group weekend getaway. From the great shuffleboard table to the vintage arcade games like NBA Jam, this place was on fire! The beautiful view of the wide river from the hot tub was so tranquil a member of our group asked what lake we were on. It’s the perfect distance from Madison and Chicago that you feel like you’ve truly gotten away, but close enough that lots of activities feel easily accessible. The house was clean and well stocked with everything needed to...
Waterfront - Hot Tub - Sauna - Game Room - Pets

Charming townhome with AC, WiFi in fabulous Cottage Grove

The price is €131
includes taxes & fees
31 Jul - 1 Aug
Charming townhome with AC, WiFi in fabulous Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

10.0 out of 10, Exceptional, (3)
"We enjoyed our stay in Cottage Grove. It was clean and a very lovely place. "
The price is €532
includes taxes & fees
28 Jul - 29 Jul
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Home away from home!!!

8.8 out of 10, Excellent, (14)
"I loved staying here! The area is amazing. The house is beautiful. Quite peaceful and so tranquil. Very accommodating. The best"
The price is €209
includes taxes & fees
20 Jul - 21 Jul
Home away from home!!!

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

10.0 out of 10, Exceptional, (2)
"Property was very clean and nicely decorated. Manager was very responsive and super helpful!! Would def stay again if we have any event in Madison! "
The price is €506
includes taxes & fees
31 Jul - 1 Aug
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Entire 3 Bedroom with Fireplace - sleeps 12

9.8 out of 10, Exceptional, (14)
"Plenty of blankets pillows bed were great"
The price is €532
includes taxes & fees
20 Jul - 21 Jul
Entire 3 Bedroom with Fireplace - sleeps 12

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

9.8 out of 10, Exceptional, (38)
"We enjoyed our stay!"
The price is €454
includes taxes & fees
31 Jul - 1 Aug
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

One Bedroom Queen in the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay and the close location to the capital. Great modern style and very functional "
One Bedroom Queen in the heart of downtown.

Studio Queen in the heart of downtown.

2.0 star property
Studio Queen in the heart of downtown.

Studio queen with views of Lake Monona in the heart of downtown Madison

9.4 out of 10, Exceptional, (8)
"We had no issues with our stay and really enjoyed the unit we booked. "
The price is €267
includes taxes & fees
22 Jul - 23 Jul
Studio queen with views of Lake Monona in the heart of downtown Madison

One Bedroom King with Den with views of the heart of downtown.

2.0 star property
9.6 out of 10, Exceptional, (17)
"Great stay, easy location."
The price is €337
includes taxes & fees
31 Jul - 1 Aug
One Bedroom King with Den with views of the heart of downtown.

One Bedroom King with views of Lake Monona in the heart of downtown.

2.0 star property
The price is €301
includes taxes & fees
31 Jul - 1 Aug
One Bedroom King with views of Lake Monona in the heart of downtown.

One Bedroom King with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (2)
"I loved the location and the area it was located. I really loved the view and the clearness of the place as well. It was very homey and cozy. "
One Bedroom King with views of the heart of downtown.

One Bedroom King with Office with views of Lake Monona in the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (2)
"The place is beautiful and perfectly appointed with necessary equipment. Gorgeous view! Easy and convenient parking and check in. "
The price is €325
includes taxes & fees
4 Aug - 5 Aug
One Bedroom King with Office with views of Lake Monona in the heart of downtown.

One Bedroom King with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was easy to check-in and very clean! It had all the amenities to feel right at home. Excellent location close to restaurants within walking distance. We had a lovely time!"
One Bedroom King with views of the heart of downtown.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Are there holiday rentals in Oregon?

Yes, there are holiday rentals close to the most popular sights in Oregon, or you can select a more secluded option if you're looking for a relaxing stay. Oregon is known for its golf courses.

What are some of the best holiday rentals that Oregon has to offer?

Two bedroom suite with city views in the heart of downtown Madison: This holiday home rental outside of Oregon is on a lake, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Oregon?

Choose from 3 Expedia holiday rentals in Oregon for a memorable holiday.

What can I see and do in Oregon?

Explore the area and family-friendly sights such as Henry Vilas Zoo, or get out into nature at a spot like Lake Waubesa. In the wider area, you’ll find Legend at Bergamont and Alliant Energy Center.

What are holiday rentals like in Oregon?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oregon. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.